SYNTHETIC STUDIES ON THE ESPERAMICIN CALICHEAMICIN ANTITUMOR ANTIBIOTICS - CONJUGATE ADDITION OF THIOL TO INITIATE 1,4-DIYL FORMATION

被引:33
作者
MAGNUS, P [1 ]
LEWIS, RT [1 ]
机构
[1] INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
关键词
D O I
10.1016/S0040-4039(00)99609-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:1905 / 1906
页数:2
相关论文
共 9 条
[1]   REACTIVE 1,4-DEHYDROAROMATICS [J].
BERGMAN, RG .
ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (01) :25-31
[2]   A CONCISE ROUTE TO THE CALICHEAMICIN-ESPERAMICIN SERIES - THE CRYSTAL-STRUCTURE OF A CORE SUBUNIT [J].
DANISHEFSKY, SJ ;
MANTLO, NB ;
YAMASHITA, DS ;
SCHULTE, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6890-6891
[3]   ESPERAMICINS, A NOVEL CLASS OF POTENT ANTITUMOR ANTIBIOTICS .3. STRUCTURES OF ESPERAMICINS-A1, ESPERAMICIN-A2, AND ESPERAMICIN-A1B [J].
GOLIK, J ;
DUBAY, G ;
GROENEWOLD, G ;
KAWAGUCHI, H ;
KONISHI, M ;
KRISHNAN, B ;
OHKUMA, H ;
SAITOH, K ;
DOYLE, TW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) :3462-3464
[4]   SYNTHESIS OF A CALICHEAMICIN DEOXYAGLYCONE MODEL BY AN INTRAMOLECULAR ACETYLIDE CYCLIZATION [J].
KENDE, AS ;
SMITH, CA .
TETRAHEDRON LETTERS, 1988, 29 (34) :4217-4220
[5]   CALICHEMICINS, A NOVEL FAMILY OF ANTITUMOR ANTIBIOTICS .1. CHEMISTRY AND PARTIAL STRUCTURE OF CALICHEMICIN-GAMMA-1 [J].
LEE, MD ;
DUNNE, TS ;
SIEGEL, MM ;
CHANG, CC ;
MORTON, GO ;
BORDERS, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) :3464-3466
[6]   CALICHEMICINS, A NOVEL FAMILY OF ANTITUMOR ANTIBIOTICS .2. CHEMISTRY AND STRUCTURE OF CALICHEMICIN-GAMMA-1 [J].
LEE, MD ;
DUNNE, TS ;
CHANG, CC ;
ELLESTAD, GA ;
SIEGEL, MM ;
MORTON, GO ;
MCGAHREN, WJ ;
BORDERS, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (11) :3466-3468
[7]   SYNTHESIS OF A REMARKABLY STABLE BICYCLO[7.3.1]DIYNENE ESPERAMICIN A1 CALICHEAMICIN GAMMA-SYSTEM - STRUCTURAL REQUIREMENTS FOR FACILE FORMATION OF A 1,4-DIYL [J].
MAGNUS, P ;
LEWIS, RT ;
HUFFMAN, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (20) :6921-6923
[8]   A MODEL FOR THE PROPOSED MECHANISM OF ACTION OF THE POTENT ANTITUMOR ANTIBIOTIC ESPERAMICIN-A1 [J].
MAGNUS, P ;
CARTER, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) :1626-1628
[9]   CYCLIC CONJUGATED ENEDIYNES RELATED TO CALICHEAMICINS AND ESPERAMICINS - CALCULATIONS, SYNTHESIS, AND PROPERTIES [J].
NICOLAOU, KC ;
ZUCCARELLO, G ;
OGAWA, Y ;
SCHWEIGER, EJ ;
KUMAZAWA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4866-4868